Epiisode 46: Building a $25M+ Minimum Family Office for First-Gen Entrepreneurs

What does it take to build a family office with a $25M minimum and serve first-generation entrepreneurs navigating complex wealth? This episode breaks it down. In this episode of Sterling Insights, Roger sits down with Chad Willardson, founder of Pacific Capital and advisor to ultra-high-net-worth founders. Together, they explore how to serve first-gen entrepreneurs with complex financial lives, sharing valuable insights and practical tips for advisors and families alike. Chad draws from his extensive experience building a boutique family office to discuss client fit, private investments, multi-generational planning, and how to say no—even to $100M prospects, offering actionable advice for those working with high-net-worth individuals. This episode is a must-listen for financial advisors, family office professionals, and entrepreneurial families, providing both knowledge and tools to navigate this important subject. Key Takeaways: ● 💼 Know Your Ideal Client: Why Chad only serves first-gen founders with $25M+ and how he defines perfect-fit clients. ● 🧠 Be the Peer, Not Just the Planner: How being an entrepreneur himself makes Chad more effective as an advisor. ● 📊 Private Deals Are Everywhere: How his team evaluates hundreds of private investment opportunities each year for clients. ● 🧒 Smart, Not Spoiled: Why teaching kids about money early is essential—and how not to ruin the next generation. ● 🛩️ Lifestyle Decisions Matter: What to consider when clients ask, “Should I buy a jet?” Quotes from Chad Willardson: ● "I’m more of a peer to my clients than just their advisor." ● "You don’t have to do business with people who aren’t a good personal fit." ● "Making money easy doesn’t make someone good with money." 🔗 Conclusion: Serving ultra-wealthy entrepreneurs isn’t just about investing—it’s about simplifying their lives, protecting their time, and helping them think clearly in high-stakes moments. Connect with Chad: Website:  http://chadwillardson.com/ Connect with Roger: Website:  https://www.sterlingfoundations.com Facebook:  https://www.facebook.com/sterlingfoundations/ Twitter:  https://x.com/SterlingFndMgt?mx=2 LinkedIn:  https://www.linkedin.com/company/sterling-foundation-management-llc/ Learn more about your ad choices. Visit megaphone.fm/adchoices